{{short description|Chemical compound}} {{Drugbox |IUPAC_name = (2,2,2-trifluoroethoxy)ethene |image = Fluroxene.svg | image_class = skin-invert-image |CAS_number = 406-90-6 |UNII_Ref = {{fdacite|correct|FDA}} |UNII = FO7JHA3G03 |ATC_prefix = None |PubChem = 9844 |ChemSpiderID = 9461 |C=4 | H=5 | F=3 | O=1 |SMILES = C=COCC(F)(F)F |StdInChI = 1S/C4H5F3O/c1-2-8-3-4(5,6)7/h2H,1,3H2 |StdInChIKey = DLEGDLSLRSOURQ-UHFFFAOYSA-N |pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |pregnancy_US = <!-- A / B / C / D / X --> |legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> |legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> |legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C --> |legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> }}
'''Fluroxene''' (INN, USAN; brand name '''Fluoromar'''), or '''2,2,2-trifluoroethyl vinyl ether''', is a volatile, inhalational anesthetic.<ref name="StoeltingHillier2012">{{cite book| vauthors = Stoelting RK, Hillier SC | chapter = Inhaled Anesthetics |title=Pharmacology and Physiology in Anesthetic Practice| chapter-url=https://books.google.com/books?id=lHhGtkvOoM0C&pg=PT142|date=11 January 2012|publisher=Lippincott Williams & Wilkins|isbn=978-1-4511-6583-8|pages=142–}}</ref><ref name="BarashCullen2011">{{cite book| vauthors = Jakob AK, Kopp SL, Bacon DR, Smith HM | chapter = Chapter 1: the History of Anesthesia | veditors = Barash PG, Cullen BF, Stoelting RK, Cahalan M, Stock MC |title=Clinical Anesthesia| chapter-url = https://books.google.com/books?id=vGtSChnRRJ8C&pg=PT113|date=1 January 2011|publisher=Lippincott Williams & Wilkins|isbn=978-1-4511-2297-8|pages=113–}}</ref> It was synthesized in 1951, and was introduced for clinical use in 1954, but was voluntarily withdrawn from the market in 1974 due to its potential flammability and accumulating evidence that it could cause organ toxicity.<ref name="BarashCullen2011" /><ref name="StoeltingHillier2012" /><ref name="LichtigerMoya1978">{{cite book| vauthors = Lichtiger M, Moya F |title=Introduction to the practice of anesthesia|url=https://books.google.com/books?id=ecZpAAAAMAAJ|date=1 January 1978|publisher=Medical Dept., Harper & Row|isbn=978-0-06-141534-0}}</ref> In any case, prior to being discontinued, it had largely been superseded by halothane.<ref>{{cite book|title=Acta anaesthesiologica Belgica|url=https://books.google.com/books?id=KmsxAAAAIAAJ|year=1974|publisher=Acta Medica Belgica }}</ref> Fluroxene is metabolized to 2,2,2-trifluoroethanol, a compound responsible for some of the toxicity seen with fluroxene use.<ref>{{cite journal | vauthors = Fiserova-Bergerova V | title = Metabolism and toxicity of 2,2,2-trifluoroethyl vinyl ether | journal = Environmental Health Perspectives | volume = 21 | pages = 225–230 | date = December 1977 | pmid = 25763 | pmc = 1475355 | doi = 10.1289/ehp.7721225 | bibcode = 1977EnvHP..21..225F }}</ref><ref>{{cite journal | vauthors = Kaminsky LS, Fraser JM | title = Multiple aspects of the toxicity of fluroxene and its metabolite 2,2,2-trifluoroethanol | journal = Critical Reviews in Toxicology | volume = 19 | issue = 2 | pages = 87–112 | year = 1988 | pmid = 2906849 | doi = 10.3109/10408448809014901}}</ref>
== See also == * Divinyl ether * Thiomethoxyflurane
== References == {{Reflist|2}}
{{General anesthetics}} {{GABAAR PAMs}}
Category:General anesthetics Category:GABAA receptor positive allosteric modulators Category:Trifluoroethyl compounds Category:Trifluoromethyl compounds Category:Vinyl ethers
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